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Mr. Sid Fall/Winter 2025 Lookbook

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THIS SEASON AT MR. SID

Mr. Sid welcomes Fall 2025 with a collection that has never been more complete. This season, we’ve curated an assortment that feels both sophisticated and effortless—balancing modern tailoring with soft, luxurious textures.

We’re thrilled to welcome Maurizio Baldassari back to the Mr. Sid family. With the full collection on hand, this partnership brings an urban elegance defined by refined knitwear and relaxed sport coats. Expect slightly softened tones, comfortable silhouettes, and elevated versatility. We’ll be showcasing Maurizio Baldassari exclusively at our October 30th event at Charles River Country Club, benefiting our signature charity—the Newton Firefighters Children’s Fund Ira Segel Scholarship. We hope you’ll join us for this special evening.

We’ve also added Berwich, a hand-tailored trouser line made entirely in Italy—perfectly cut and ideal for the modern office. Alongside new names like Doppia, Dundop Denim, Herno, and Eleventy, discovered during our recent trip to Milan, these additions fill a niche we’ve long been looking to complete.

Of course, we remain dedicated to our longstanding partners—Zegna, Isaia, Fedeli, PT,

and Castangia, among others—but this season, we’ve refined our selections with a touch more color and fashion-forward energy. You’re going to like the way we look.

Sidney is also evolving in exciting ways. We’re thrilled to introduce Herno, Italy’s beloved outerwear brand, now featured in a broader, more fashion-driven assortment. PT dress trousers for women make their debut this season, offering a sleek and polished fit. From Italy, Panicale brings a stunning collection of knitwear that is both unique and luxurious, while Fabiana Filippi blends sophistication with an alluring, modern edge. Shaft Jeans—a Sidney staple—continues to impress, now expanding into denim jackets and blouses. Join us November 8th for a special instore event celebrating the brand.

There’s so much more to discover, and we invite you to experience it firsthand. Visit us, connect with Katie, and enjoy the personalized service and distinctive atmosphere that make shopping at Mr. Sid and Sidney truly one of a kind.

Our team looks forward to welcoming you!

Stuart and Barry Segel

Photos by Ferns Francois

FALL INSPIRATION

Timeless Academia, Contemporary Edge

Within the quiet beauty of Lasell University, fall unfolds in shades of sophistication. The stately architecture, sunlit courtyards, and turning leaves set the stage for a season defined by texture and depth. Here, tradition lingers in the details—tweed, cashmere, and wool— while modernity steps confidently forward in clean lines and effortless layers. It’s a story of timeless style, written against an academic backdrop that feels both familiar and new.

His Look

Santoni

Rock Black Leather Rock

Loafer

Berwich

Glenn Plaid Wool Trouser

Finnamore

Cotton Houndstooth Shirt

Manto

Suede Vest

Gran Sasso

Johnny Collar Sweater

Her Look

Homer Bow Loafer

Seductive

Houndstooth Viscose

Cigarette Pant

Crossley

Virgin Wool Sleeveless

Turtleneck

Eleventy

Wool Double Breasted

Overcoat

His Look

Fedeli

Mira Suede Sneaker

Cotton Chino

Giza Cotton T-Shirt

Cashmere Zip Cardigan

Cashmere Cap

Her Look

Eleventy

Suede Boot

Winter White Cotton Jean

Wool-Silk Blend Mock Neck

Short Sleeve Sweater

Mohair-Wool Double

Breasted Jacket

His Look
Di Bianco
Aviano Fog (Loafer)
Marco Pescarolo
Wool Cashmere 5 Pocket Fioroni
Virgin Wool Turtleneck
L.B.M.
Wool Flannel Blazer

Her Look

AGL

Cognac Suede Ankle Boot with Tortise Shell Heel

Wool-Cotton with Lace Trim set

Fabiana Filippi

Her Look

Eleventy

Suede Heels

Denim Velour Jeans

Alpaca wool Blended

Turtleneck

Double Breasted SilkCashmere Blended Blazer

His Look

Edward Green

Wax Suede Newmarket

PT01

Cotton Microcord

Gran Sasso

Merino Wool Turtleneck

Moorer

Fine Down Lined Virgin

Wool Jacket with Mink

Lined Collar

His Look

Di Bianco

Plain Toe Blucher

Isaia

Wool Trouser

Cotton Shirt

Wool Silk Blazer

Silk Tie

Her Look

Calo

Suede Tassel Loafer

PT01

Women’s Cropped Trouser

Caliban

Cotton Stretch Blouse

Circolo

Cotton Blended Velour Blazerouse

L.G.R

Glasses

His Look

Rubirosa

Judy Brown
Jacob Cohen
Cotton Twill 5 Pocket
Fedeli
Cashmere Crew Neck Sweater
Manto
Shearling Lined Corduroy Jacket

Her Look

Homer Patent Leather Bordeaux

Boot Block Heel
Seductive
Wool Blended Flannel Wide
Leg Pant
Fabiana Fillippi
Wool-Silk-Cashmere
Sweater

Lasell University’s School of Fashion creates future industry leaders through hands-on learning, real-world experience, and expert faculty who bring strong industry connections.

UG PROGRAMS: Fashion Design and Production Fashion Merchandising and Management Fashion

GR PROGRAMS:

MBA in Product Management for Footwear & Apparel

MBA in Sustainable Fashion Operations

ESSENTIALS FOR HIM

Be prepared for the crisp New England fall weather with these rugged yet refined looks from Doppiaa — flannel, denim, and unique overshirts all Made in Italy using 100% Italian labor and the highest-quality fabrics with the most distinctive characteristics. Pair your look with a pair of rubber-soled Chelsea boots from Edward Green or Officine Creative.

Manto Italia produces some of the most gorgeous outerwear and shirt jackets in the world. Every Manto garment is Made in Italy—locally sourced, sustainable, and crafted with care down to the last thread. Come see this extraordinary collection for yourself.

As classic as the Wagoneer, every fall wardrobe should start with a great pair of chinos and a brushed cotton shirt. Lightweight, mercerized cotton chinos from Hiltl—available in an array of solid colors—are complemented by soft, warm cotton shirts from Borriello and Alessandro Gherardi.

These Santoni loafers work for almost any occasion. Dress them up with flannel trousers and a sport jacket, or keep it casual—the rugged rubber sole pairs perfectly with your favorite denim.

Handcrafted in Italy, the Rosi collection of cashmere scarves is not only beautiful to look at but exceptionally comfortable to wear.

Lightweight and soft to the touch, they’ll keep you warm and cozy through the cold winter months.

Refresh your sock game with sneaker socks from Marcoliani. Polish off your new kicks with stylishly designed, comfortable hosiery that completes your look.

From head to toe, we have your formal accessories covered. Cufflinks, bow ties, formal shirts, and shoes—all ready for that special occasion. Because the details matter.

Finamore shirts — “simply the most beautiful shirts in the world.”

Each Finamore piece carries the beauty of the handmade and the legacy of Neapolitan tailoring that has endured since 1925. Even today, skilled seamstresses and embroiderers continue this century-old story with meticulous attention to every detail. Each shirt is entirely hand-stitched, allowing maximum freedom of movement through the classic arriccio—a detail that, along with fitted shoulders and an unlined collar, reflects the timehonored artistry of Neapolitan shirt-making.

ESSENTIALS FOR HER

Shaft Coated Denim; Black & Chocolate

A modern wardrobe essential in rich, neutral tones of black and chocolate. Polished yet effortless, each pair is individually treated by hand to achieve a subtle, leather-like sheen that elevates everyday dressing. Crafted with impeccable Italian fit, these coated jeans transition seamlessly from day to night, pairing just as easily with a tailored blazer as they do with a cozy, oversized knit.

Homers Boots

A fall essential through and through. Handcrafted in Menorca, each pair of Homers boots strikes the perfect balance between style and comfort. From sleek leather to rich suede, these are the boots that anchor every look, effortless, versatile, and made to last season after season.

Herno Lightweight Down Jackets

An absolute essential for transitional dressing. These Herno jackets deliver signature Italian performance and style, ultra-light, water-resistant, and finished with a subtle sheen that catches the light just right. Effortlessly warm yet refined, they’re the perfect layer from city strolls to weekend escapes.

Eleventy Wool Blazer

Effortless versatility meets Italian craftsmanship. This Eleventy essential transitions seamlessly from casual to refined, featuring a soft wool body with a removable zip-out hood and bib insert for two distinct looks in one. Pair it with denim for understated luxury, or layer over tailoring for a polished workday edit.

Talia Don Jewelry

An everyday essential that feels anything but ordinary. Whether you’re layering delicate necklaces, stacking bracelets, or adding a charm or earring with meaning, Talia Don has it covered. Each piece is hand crafted in 14k gold with genuine stones, and designed to shine effortlessly from day to night, season after season.

IN GOOD COMPANY

A closer look at the style, stories, and spirit of our clients.

At Mr. Sid, style goes far beyond what you wear—it’s about confidence, connection, and community. Each of our clients brings his own perspective to the Sid experience, blending craftsmanship and character in a way that’s uniquely his own. In this series, we spotlight a few of the gentlemen who embody what it means to live—and dress—well.

Mike Palmieri

Age: 49

Hometown: Boston, MA

Occupation: Capital Advisory to Insurance Companies / Reinsurance Broker

Hobbies: Traveling, fitness, big-game offshore fishing, food (both dining out and cooking), and spending time with friends and family

Why is dressing well important to you, and how does Mr. Sid help you in this regard?

For me, dressing well shows that you care—about how you present yourself and the impression you make on others. It breeds confidence, whether in a professional setting or a personal one. I’ve always liked the adage, “Dress for the job you want, not the one you have.” The options and service at Mr. Sid ensure that, in any setting, you stand out for the right reasons.

How did you first discover Mr. Sid, and what drew you to the store?

I first discovered Mr. Sid about ten years ago when I moved back to Boston. I was walking by their Seaport store, where I lived at the time, and decided to stop in. I was looking for a men’s store that matched the quality and taste of a place I’d shopped in Philadelphia—and I found that, and more. What first got my attention was how perfectly the selection matched my personal style.

What keeps you coming back?

First and foremost, the people. When you build great relationships, you stay loyal. The quality of the clothing speaks for itself, and the tailoring is exceptional. But what really sets Mr. Sid apart is the experience—it’s relaxed, personal, and fun. Whether you want to take your time, have a drink at the bar, or just chat, it’s always a stress-free experience.

Tell us about your relationship with Moussa.

I consider Moussa a good friend at this point. He has great style, so when he points me in a certain direction, I trust him. I appreciate that he pushes me outside my comfort zone with new colors, patterns, and fits. He knows my taste and which brands work best for me, and he’s quick to pull together combinations that just work. You can tell it’s important to him that every client leaves happy and looking their best. I also have to mention Joey and Marcus—they’ve both helped me along the way and always do a fantastic job.

Favorite Brands:

Brioni, Zegna, and Isaia shirts; Pescarolo and PT pants; DiBianco and Santoni shoes; and Fedeli knitwear.

Look 1

Santoni Eros

Marco Pescarolo

Cotton 5 Pocket

Alessandro Gherardi

Cotton Shirt

Isaia

Wool Jacket

Look 2

Di Bianco

Bersano Cap Toe Shoe

PT01

Wool Trouser

Finnamore

White Shirt

Isaia

Wool Silk Blazer

Tie

Robert Goodridge

Age: 40

Hometown: Boston, MA

Occupation: Lead Concierge at Four Seasons Hobbies: Traveling

Why is dressing well important to you, and how does Mr. Sid help you in this regard?

Dressing well reflects confidence, attention to detail, and self-respect. The way we present ourselves shapes first impressions, and well-fitted, thoughtfully chosen clothes can influence how we’re perceived—professionally and personally. It’s not about vanity; it’s about showing up with intention.

Mr. Sid helps by offering a curated experience that goes beyond clothing. With personalized service, expert tailoring, and a refined selection of high-quality pieces, they make dressing well effortless. Whether I need a sharp suit for work, elevated casualwear, or guidance refining my wardrobe, Mr. Sid ensures everything fits beautifully, looks great, and feels true to my style.

Tell us about your personal style. What makes it unique?

I’ve always admired the timeless elegance of old Hollywood—the way Cary Grant, Gilbert Roland, Montgomery Clift, and Sidney Poitier carried themselves: effortless, refined, and undeniably stylish. Their dress wasn’t about flash—it was about fit, simplicity, and quiet confidence. That sensibility really speaks to me.

My own style draws from that era but with a modern lens. I favor structured tailoring, clean lines, and neutral palettes, updated with contemporary fits, textures, and subtle details. It’s about honoring the past while dressing for the present. To me, style is a quiet form of storytelling—a reflection of respect for myself, for the moment, and for the legacy of great style that came before.

What keeps you coming back to Mr. Sid?

The Negronis! (Just kidding.) Honestly, it’s the experience. Mr. Sid understands the intersection of classic style and modern sophistication. It’s not just about buying clothes; it’s about building a wardrobe that reflects who I am. Their attention to detail, personalized service, and commitment to quality make it easy to trust them—whether I’m updating a staple or searching for something special. There’s a sense of tradition and taste at Mr. Sid that’s hard to find elsewhere, and that’s what keeps me coming back.

Favorite Brands:

Edward Green, PT pants and jeans, Brioni, and Zegna.

Look 1

Edward Green

Dover Unlined in Mink Suede

Canali

Corduroy Suit

Fioroni

160S Merino Turtleneck Sweater

Eton

Pocket Square

Look 2

Di Bianco

Aviano Loafer

Marco Pescarolo

Denim

Fedeli

Brushed Cotton Check Shirt

Double Faced Cashmere Blazer

Cashmere Quarter Zip Sweater

Chris Cutie

Age: 47

Hometown: Lexington, MA

Occupation: Pharmaceutical Executive

Hobbies: Reading, collecting cars, and spending time with family

Why is dressing well important to you, and how does Mr. Sid help you in this regard?

Life is a gift. Approaching each day with confidence and purpose is essential. By embracing all that the world has to offer, we live richer, fuller lives—and lift up those around us. To that end, Mr. Sid focuses on each customer’s unique needs and preferences, offering premium materials, decades of experience, and an attention to detail that helps us look and feel our best.

Tell us about yourself and what makes your personal style unique. I lead a busy and often hectic life, with family and work commitments inevitably running into one another almost daily. With such an unpredictable schedule, being prepared—in both mind and body—isn’t just preferred, it’s required. I tend to live in blazers and sport coats, whether for work meetings or family events. My style revolves around functionality and ease: attire that transitions seamlessly from the boardroom to Fenway Park. Easy, approachable, and effortless—that’s always my goal.

How would you describe your relationship with Joey?

Joe has a remarkable ability to offer style ideas without judgment or pressure. He’s a master of his craft, with a keen eye and deep knowledge of each brand’s history and details. I learn something new every time I work with Joe and Dale— they make the experience fun, effortless, and memorable.

What stands out about the Mr. Sid experience?

Stopping by Mr. Sid is like visiting an old friend. You’re greeted with warm smiles, great conversation, and plenty of laughs—all while exploring clothing in a relaxed, genuine environment. There’s no agenda, just a shared commitment to creating an experience that’s both enjoyable and fulfilling.

Favorite Brands: Castangia, Attolini, and Brioni.

Look 1

Edward Green

Dover Unlined in Mink Suede

Hiltl

Cotton Moleskin Trouser

Fioroni

Cashmere Crew Neck Sweater

Manto

Suede Blazer

Look 2

Edward Green

Iron Waxed Suede Newmarket Boot

Berwich

Wool Trouser

Brioni Pink Cotton Shirt

Cesare Attolini

Cashmere Silk and Linen Blazer

Rosi Collection

Pocket Square

Richard Siegel

Age: 60

Hometown: Newton, MA

Occupation: President & CEO, Unemployment Tax Management Corporation — a professional business management and service firm

Hobbies: Traveling, spending time with family and friends, and enjoying good food—in other words, appreciating the finer things in life with the people I love. Recently, I’ve also taken up golf… so I suppose you could say I’m into a bit of self-punishment.

Why is dressing well important to you, and how does Mr. Sid help you in this regard?

Dressing well is important to me because it reflects confidence and respect for the people I meet. Mr. Sid helps by making the process seamless—curating pieces that fit my life, my work, and my sense of style.

What stands out about the Mr. Sid experience compared to anywhere else?

At Mr. Sid, I feel more like a friend than a customer—it’s a club atmosphere where the only thing they ‘sell’ me on is looking and feeling my best. And with their top-of-the-line clothing, that’s an easy sell.

How would you describe your relationship with Joey?

I first began my relationship with Mr. Sid many years ago, when I was introduced to its President, Stuart Segel. From the start, Stuart—like all of his staff—set the tone with collegial, individualized attention. Over the years, my connection with Mr. Sid has only deepened, especially through my relationship with Joey Glazer. I don’t think of Joey as a salesperson but as a friend. He’s more interested in me as a person than in the sale—often steering me away from choices that don’t fit my style or look right, the way a good friend would. And when life gets busy and I can’t make it into the store, I’ll often get a thoughtful text from Joey just checking in. That’s what makes Mr. Sid unique: it’s not a client–salesperson relationship; it’s a friendship built on trust, care, and genuine connection.

What keeps you coming back to shop here?

What keeps me coming back to Mr. Sid is the fraternal feeling the moment I walk through the door. There’s always laughter, genuine conversation, and a true interest in me as a person and my well-being. I never feel like I’m just a customer. In fact, it doesn’t feel like a clothing store at all—it feels like an oasis from the trials and tribulations of our hectic modern world.

Look 1

Edward Green

Belgravia Loafer

PT01

Linen Blend Trouser

Finnamore

White Shirt

Sid Royale

Made-to-Measure Wool Blazer

Edward Armah

Pocket Square

Italo Ferretti

Silk Tie

Look 2

Magnanni

Black Tacna Chukka Boot

Berwich

Wool Glenn Plaid Trouser

Fedeli

140S Merino Crew Neck

Cesare Attolini

Wool Overshirt

THE SID GROOM

Effortless sophistication for life’s biggest moments.

Weddings are about celebrating love, family, and moments that last a lifetime. At Mr. Sid, we’re honored to be part of that story—helping each groom find the perfect look that reflects his personality, his day, and his style.

Adam and Sara Green
Mac D’Alessandro and Erica Brunner
Photographer: Laura Barbera Photography
John Costello and Nicholas O’Grady
Photographer: KL Photography
Sonia and Andrew Jacob
Photographer: Laura Barbera Photography

A HISTORY OF ELEGANCE.

MR. SID WOULD LIKE TO CONGRATULATE DANTE BELLUCCI AND VINOTTA FOR RECEIVING THE PRESTIGIOUS FIVESTAR AWARD FROM THE AMERICAN ACADEMY OF HOSPITALITY SCIENCES

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